Book Business Hotels in Windham County

Name: Riverside Hotel, an Ascend Collection Hotel
Price range: $165 total

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Top cities in Windham County

Stratton

Featured Windham County Business Hotels

Free Cancellation

Reserve now, pay when you stay

$147 nightly

$161 total

Dec 23 - Dec 24

Total with taxes and fees

At Hampton Inn Brattleboro, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. If you plan to drive, free parking is available. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a hot tub, a 24-hour business center, and coffee/tea in a common area.

Pool

Hot Tub

At Quality Inn & Conference Center, guests enjoy an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$123 total

Dec 18 - Dec 19

Total with taxes and fees

At Latchis Hotel, guests have access to karaoke, free WiFi in public areas, and conference space. You can take advantage of free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, local meal delivery service, and wedding services.

Pet friendly

Parking included

Guests staying at Grafton Inn enjoy an outdoor pool, a gym, and outdoor tennis courts. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include free WiFi in public areas, a business center, and free use of bicycles.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Free Cancellation

$144 nightly

$158 total

Dec 21 - Dec 22

Total with taxes and fees

Guests of Holiday Inn Express Hotel & Suites Brattleboro by IHG have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. You can take advantage of free parking, along with limo/town car service. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a business center.

Pool

Breakfast included

$176 nightly

$193 total

Dec 18 - Dec 19

Total with taxes and fees

Guests of The Wilmington Inn enjoy access to free WiFi in public areas, spa services, and coffee in a common area. Free parking is available if you drive. Front-desk staff can assist with tours/tickets and luggage storage. Other amenities at this golf bed & breakfast include a refrigerator in a common area, a meeting room, and an arcade/game room.

Breakfast included

Spa

$179 nightly

$197 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests of Blue Gentian Lodge at Magic Mountain enjoy features like a full-service spa, free WiFi in public areas, and conference space. You can put free parking to good use if you drive. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this ski bed & breakfast include a seasonal outdoor pool, coffee/tea in a common area, and a refrigerator in a common area.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

$112 nightly

$123 total

Dec 21 - Dec 22

Total with taxes and fees

Guests of Comfort Inn & Suites Brattleboro I-91 have access to an indoor pool, a gym, and free WiFi in public areas. There's free parking if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include meeting rooms, a business center, and laundry facilities.

Pool

Breakfast included

Dalem's Chalet features an outdoor pool, a gym, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include a terrace, a garden, and a reception hall.

Pool

Parking included

$158 nightly

$172 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests of Harvest Barn Inn enjoy access to free WiFi in public areas, coffee in a common area, and a meeting room. You can put free parking to good use if you drive. Helpful staff is there to provide concierge services, as well as offer insight about the area. Additional amenities include a terrace and a TV in a common area.

Breakfast included

Parking included

Long Trail House at Stratton Mountain Resort

$391 nightly

$442 total

Dec 18 - Dec 19

Total with taxes and fees

Long Trail House at Stratton Mountain Resort features a golf course, an outdoor pool, and a gym. Free parking is included with your stay. Front-desk staff can answer questions 24/7, and assist with securing valuables, concierge services, and access to locker space. Other amenities at this ski aparthotel include a sauna, outdoor tennis courts, and indoor tennis courts.

Pool

Hot Tub

$251 nightly

$276 total

Dec 18 - Dec 19

Total with taxes and fees

Guests of Grand Summit Resort, A Vail Resorts Property have access to ski-in/ski-out access, a full-service spa, and an outdoor pool. If you drive, self parking is USD 5.00 per night, and there's also a free area shuttle. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and securing valuables. Other amenities at this ski resort include a gym, 2 hot tubs, and a sauna.

Pool

Hot Tub

$235 nightly

$258 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

Guests of Inn on Putney Road enjoy access to free WiFi in public areas, a 24-hour business center, and spa services. You can take advantage of free parking, along with a free train station shuttle. Helpful staff can provide concierge services, luggage storage, and a safe deposit box at the front desk. Additional amenities include a computer station, a library, and express check-out.

Breakfast included

Spa

Riverside Hotel, an Ascend Collection Hotel

Free Cancellation

$152 nightly

$165 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

At Riverside Hotel, an Ascend Collection Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and a conference center. A stay here includes free parking. The 24-hour front desk has staff standing by to help with securing valuables, concierge services, and luggage storage. Additional amenities include express check-out, a terrace, and wedding services.

Parking included

Free WiFi

The Black Bear Lodge at Stratton Mountain Resort

$171 nightly

$188 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

The Black Bear Lodge at Stratton Mountain Resort features a sauna, free WiFi in public areas, and a hot tub. There's free parking and a free ski shuttle. The front desk is staffed 24 hours a day to help with concierge services and securing valuables. Other amenities at this ski resort include conference space, a business center, and coffee/tea in a common area.

Hot Tub

Breakfast included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Windham County Business Hotels

We get it, sometimes you have to travel for work and not play. But that doesn’t mean your hotel has to be buttoned up and boring. Orbitz has some of the best deals on Windham County business hotels that will impress even the savviest executive. If you’re looking for a business-friendly hotel with amenities that allow you to get work done and also relax after a busy day, look no further.

Welcome to business class

These hotels will please even the most discerning business traveler. Whether you’re staying for a week-long conference or are just here for a quick pitch, Windham County work-friendly hotels have everything you need for a productive and restful stay. When you book through Orbitz, we make it easy to choose the rates and amenities that are best for your business.

All work, all play

Put work first at these hotels. Our Windham County hotels with Wi-Fi will ensure you stay connected throughout your stay. Business-friendly amenities like on-site 24/7 business centers, wired high-speed internet and room service mean you’ll have no problems finalizing your presentation. We also have Windham County hotels with meeting rooms, so closing that deal or impressing new clients is just an elevator ride away.

When it’s time to clock out and kick back, these hotels keep you relaxed as possible. You could find amenities like premium bedding for resting up before that big meeting, heated pools to wind down after a long day, and gourmet dining for your favorite clients. In Windham County, you can finally mix business with pleasure.

Windham County Business Hotels essential information

Business Hotels in Windham County	23
Highest price	$442
Cheapest price	$123
Total number of hotels in Windham County	1,372
Popular hotels	Hampton Inn Brattleboro, Quality Inn & Conference Center, Latchis Hotel, Grafton Inn, Holiday Inn Express Hotel & Suites Brattleboro by IHG, The Wilmington Inn, Blue Gentian Lodge at Magic Mountain, Comfort Inn & Suites Brattleboro I-91, Dalem's Chalet, Harvest Barn Inn, Long Trail House at Stratton Mountain Resort, Mount Snow Grand Summit Resort, Inn on Putney Road, Riverside Hotel, an Ascend Collection Hotel, The Black Bear Lodge at Stratton Mountain Resort